Late Show with David Letterman - Season 8 Episode 134

Dave announces the woman from the Gap commercials is going to be on the show later this month, and then grumbles that he's given the Gap® several free runs of the commercial and he hasn't gotten any freebies from them. In a last ditch effort, Dave orders Jerry to run the commercial two more times, and near the end of the show he skims through their latest catalog.